NP-MRD: Showing NP-Card for asterriquinone dimethyl ether (NP0172056)

Jump To Section:

Identification Spectra BioTaxonomy ChemoTaxonomy Physical properties Links References XML

Record Information

Version

2.0

Created at

2022-09-03 08:50:40 UTC

Updated at

2022-09-03 08:50:40 UTC

NP-MRD ID

NP0172056

Secondary Accession Numbers

None

Natural Product Identification

Common Name

asterriquinone dimethyl ether

Description

Asterriquinone dimethyl ether belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position. Asterriquinone dimethyl ether is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004251503062D          

 40 44  0  0  0  0            999 V2000
   -1.2822   -1.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -5.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -5.8387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -5.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -4.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -6.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1585   -6.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4107   -6.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288   -7.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -8.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780   -4.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    0.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288    1.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 11 19  1  0  0  0  0
 14 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
  4 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 27 35  1  0  0  0  0
 30 35  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END

     RDKit          3D

 74 78  0  0  0  0  0  0  0  0999 V2000
    7.8620   -1.6862   -1.2052 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8546   -0.8351   -1.1676 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.3285   -0.2868    0.1011 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.0657   -1.5021    1.0027 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.3394    0.5678    0.8233 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.0531    0.3617   -0.1005 N   0  0  0  0  0  0  0  0  0  0  0  0
    3.8614   -0.2083    0.1433 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.8285    0.6566   -0.1471 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4157    0.4313   -0.0051 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.9592   -0.0157    1.1760 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.8648   -0.2339    2.1959 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.9562   -1.5156    2.7874 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4740   -0.2637    1.3579 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.8455   -0.6823    2.5067 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3888   -0.0314    0.2710 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.8314   -0.2682    0.4223 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8103    0.6274    0.0960 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0090    0.0460    0.3423 N   0  0  0  0  0  0  0  0  0  0  0  0
   -6.2321    0.7649    0.0845 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4660    0.8920   -1.4196 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0301    2.1983    0.6069 C   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4409    0.2219    0.7031 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4813   -0.1385   -0.0383 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8372   -1.1877    0.8132 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.6971   -2.1740    1.1974 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.2242   -3.3788    1.6392 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.8741   -3.6057    1.6988 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9877   -2.6254    1.3166 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4534   -1.4070    0.8709 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9719    0.4132   -0.9193 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.8847    0.6253   -1.9353 O   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1482   -0.4568   -2.8182 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.4541    0.6588   -1.0964 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8762    1.0792   -2.2300 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.4222    1.8255   -0.5936 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.9585    3.0506   -1.0215 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.8463    4.0361   -1.4026 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.1987    3.7910   -1.3530 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.6932    2.5825   -0.9304 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.8026    1.6072   -0.5526 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.3725   -2.0415   -0.3089 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2404   -2.0827   -2.1353 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.3983   -0.5293   -2.0948 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.3272   -1.1269    1.7704 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9728   -1.7814    1.5756 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.5813   -2.3287    0.4721 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.9165    1.4526    1.3170 H   0  0  0  0  0  0  0  0  0  0  0  0
    8.2178    0.7982    0.1551 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.8234   -0.0208    1.6591 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.7030   -1.2076    0.5151 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.0092   -1.8486    3.2525 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.1530   -2.2881    1.9839 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8241   -1.6078    3.4714 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6011    1.6136   -0.2897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.5319    1.3041   -1.8633 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.3383    1.5151   -1.6063 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6171   -0.1038   -1.8592 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.1621    2.9166   -0.2014 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.0111    2.2885    0.9930 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7157    2.3749    1.4681 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.4976    0.1119    1.8038 H   0  0  0  0  0  0  0  0  0  0  0  0
   -9.3724   -0.5426    0.4651 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4962   -0.0578   -1.1136 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.7584   -2.0493    1.1677 H   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8808   -4.1931    1.9559 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.4522   -4.5624    2.0484 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.9060   -2.8103    1.3508 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2143   -0.7486   -3.3186 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.5253   -1.3014   -2.2062 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.9558   -0.1991   -3.5374 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.8893    3.2046   -1.0291 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.4277    4.9788   -1.7313 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8715    4.5719   -1.6547 H   0  0  0  0  0  0  0  0  0  0  0  0
    6.7556    2.3671   -0.8843 H   0  0  0  0  0  0  0  0  0  0  0  0
 12 11  1  0
 11 10  1  0
 10  9  2  0
  9  8  1  0
  8  7  2  0
  7  6  1  0
  6 40  1  0
 40 39  2  0
 39 38  1  0
 38 37  2  0
 37 36  1  0
 36 35  2  0
  6  3  1  0
  3  4  1  0
  3  5  1  0
  3  2  1  0
  2  1  2  3
  9 33  1  0
 33 34  2  0
 33 30  1  0
 30 31  1  0
 31 32  1  0
 30 15  2  0
 15 16  1  0
 16 17  2  0
 17 18  1  0
 18 24  1  0
 24 25  2  0
 25 26  1  0
 26 27  2  0
 27 28  1  0
 28 29  2  0
 18 19  1  0
 19 20  1  0
 19 21  1  0
 19 22  1  0
 22 23  2  3
 15 13  1  0
 13 14  2  0
 13 10  1  0
 35  8  1  0
 29 16  1  0
 35 40  1  0
 29 24  1  0
 12 51  1  0
 12 52  1  0
 12 53  1  0
  7 50  1  0
 39 74  1  0
 38 73  1  0
 37 72  1  0
 36 71  1  0
  4 44  1  0
  4 45  1  0
  4 46  1  0
  5 47  1  0
  5 48  1  0
  5 49  1  0
  2 43  1  0
  1 41  1  0
  1 42  1  0
 32 68  1  0
 32 69  1  0
 32 70  1  0
 17 54  1  0
 25 64  1  0
 26 65  1  0
 27 66  1  0
 28 67  1  0
 20 55  1  0
 20 56  1  0
 20 57  1  0
 21 58  1  0
 21 59  1  0
 21 60  1  0
 22 61  1  0
 23 62  1  0
 23 63  1  0
M  END


  Mrv1533004251503062D          

 40 44  0  0  0  0            999 V2000
   -1.2822   -1.8800    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4752   -1.7084    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -2.3215    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838   -2.1500    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.4358   -2.7631    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.2428   -2.5916    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.1809   -3.5477    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -3.7192    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781   -3.1062    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.9851   -3.2777    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -4.5039    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6039   -5.1713    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.1190   -5.8387    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -5.9963    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -5.5838    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.0946   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.3801   -4.3463    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.6657   -4.7588    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3739   -6.6234    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1585   -6.3684    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4107   -6.8783    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288   -7.4080    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0768   -8.0211    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.7329   -4.1608    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.4780   -4.9454    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -1.3654    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6538   -0.6979    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.1387   -0.0305    0.0000 N   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378    0.1271    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -0.2854    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3523   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.6378   -1.5229    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.9233   -1.1104    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8838    0.7541    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.6684    1.0091    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0992    0.4992    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.6288    1.5387    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.1781    1.7103    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  1  0  0  0  0
  3  4  2  0  0  0  0
  4  5  1  0  0  0  0
  5  6  2  0  0  0  0
  5  7  1  0  0  0  0
  7  8  2  0  0  0  0
  8  9  1  0  0  0  0
  3  9  1  0  0  0  0
  9 10  2  0  0  0  0
  8 11  1  0  0  0  0
 11 12  2  0  0  0  0
 12 13  1  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 15 16  1  0  0  0  0
 16 17  2  0  0  0  0
 17 18  1  0  0  0  0
 18 19  2  0  0  0  0
 11 19  1  0  0  0  0
 14 19  1  0  0  0  0
 13 20  1  0  0  0  0
 20 21  1  0  0  0  0
 20 22  1  0  0  0  0
 20 23  1  0  0  0  0
 23 24  2  0  0  0  0
  7 25  1  0  0  0  0
 25 26  1  0  0  0  0
  4 27  1  0  0  0  0
 27 28  2  0  0  0  0
 28 29  1  0  0  0  0
 29 30  1  0  0  0  0
 30 31  2  0  0  0  0
 31 32  1  0  0  0  0
 32 33  2  0  0  0  0
 33 34  1  0  0  0  0
 34 35  2  0  0  0  0
 27 35  1  0  0  0  0
 30 35  1  0  0  0  0
 29 36  1  0  0  0  0
 36 37  1  0  0  0  0
 36 38  1  0  0  0  0
 36 39  1  0  0  0  0
 39 40  2  0  0  0  0
M  END
> <DATABASE_ID>
NP0172056

> <DATABASE_NAME>
NP-MRD

> <SMILES>
COC1=C(C2=CN(C3=CC=CC=C23)C(C)(C)C=C)C(=O)C(OC)=C(C2=CN(C3=CC=CC=C23)C(C)(C)C=C)C1=O

> <INCHI_IDENTIFIER>
InChI=1S/C34H34N2O4/c1-9-33(3,4)35-19-23(21-15-11-13-17-25(21)35)27-29(37)32(40-8)28(30(38)31(27)39-7)24-20-36(34(5,6)10-2)26-18-14-12-16-22(24)26/h9-20H,1-2H2,3-8H3

> <INCHI_KEY>
XXFUEPJMSRNLDG-UHFFFAOYSA-N

> <FORMULA>
C34H34N2O4

> <MOLECULAR_WEIGHT>
534.656

> <EXACT_MASS>
534.251857583

> <JCHEM_ACCEPTOR_COUNT>
4

> <JCHEM_ATOM_COUNT>
74

> <JCHEM_AVERAGE_POLARIZABILITY>
60.24960053902254

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
0

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
2,5-dimethoxy-3,6-bis[1-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione

> <ALOGPS_LOGP>
6.08

> <JCHEM_LOGP>
7.050307967999999

> <ALOGPS_LOGS>
-5.24

> <JCHEM_MDDR_LIKE_RULE>
1

> <JCHEM_NUMBER_OF_RINGS>
5

> <JCHEM_PHYSIOLOGICAL_CHARGE>
0

> <JCHEM_PKA_STRONGEST_BASIC>
-4.668016623259782

> <JCHEM_POLAR_SURFACE_AREA>
62.46

> <JCHEM_REFRACTIVITY>
161.776

> <JCHEM_ROTATABLE_BOND_COUNT>
8

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
3.10e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
asterriquinone dimethyl ether

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 25-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   25-APR-15         0                                  
HETATM    1  C   UNK     0      -2.393  -3.509   0.000  0.00  0.00           C+0
HETATM    2  O   UNK     0      -0.887  -3.189   0.000  0.00  0.00           O+0
HETATM    3  C   UNK     0       0.143  -4.334   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0       1.650  -4.013   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0       2.680  -5.158   0.000  0.00  0.00           C+0
HETATM    6  O   UNK     0       4.187  -4.838   0.000  0.00  0.00           O+0
HETATM    7  C   UNK     0       2.204  -6.622   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0       0.698  -6.943   0.000  0.00  0.00           C+0
HETATM    9  C   UNK     0      -0.333  -5.798   0.000  0.00  0.00           C+0
HETATM   10  O   UNK     0      -1.839  -6.118   0.000  0.00  0.00           O+0
HETATM   11  C   UNK     0       0.222  -8.407   0.000  0.00  0.00           C+0
HETATM   12  C   UNK     0       1.127  -9.653   0.000  0.00  0.00           C+0
HETATM   13  N   UNK     0       0.222 -10.899   0.000  0.00  0.00           N+0
HETATM   14  C   UNK     0      -1.243 -10.423   0.000  0.00  0.00           C+0
HETATM   15  C   UNK     0      -2.576 -11.193   0.000  0.00  0.00           C+0
HETATM   16  C   UNK     0      -3.910 -10.423   0.000  0.00  0.00           C+0
HETATM   17  C   UNK     0      -3.910  -8.883   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0      -2.576  -8.113   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0      -1.243  -8.883   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       0.698 -12.364   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       2.163 -11.888   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0      -0.767 -12.840   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       1.174 -13.828   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       0.143 -14.973   0.000  0.00  0.00           C+0
HETATM   25  O   UNK     0       3.235  -7.767   0.000  0.00  0.00           O+0
HETATM   26  C   UNK     0       2.759  -9.231   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0       2.126  -2.549   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0       1.220  -1.303   0.000  0.00  0.00           C+0
HETATM   29  N   UNK     0       2.126  -0.057   0.000  0.00  0.00           N+0
HETATM   30  C   UNK     0       3.590  -0.533   0.000  0.00  0.00           C+0
HETATM   31  C   UNK     0       4.924   0.237   0.000  0.00  0.00           C+0
HETATM   32  C   UNK     0       6.258  -0.533   0.000  0.00  0.00           C+0
HETATM   33  C   UNK     0       6.258  -2.073   0.000  0.00  0.00           C+0
HETATM   34  C   UNK     0       4.924  -2.843   0.000  0.00  0.00           C+0
HETATM   35  C   UNK     0       3.590  -2.073   0.000  0.00  0.00           C+0
HETATM   36  C   UNK     0       1.650   1.408   0.000  0.00  0.00           C+0
HETATM   37  C   UNK     0       3.114   1.884   0.000  0.00  0.00           C+0
HETATM   38  C   UNK     0       0.185   0.932   0.000  0.00  0.00           C+0
HETATM   39  C   UNK     0       1.174   2.872   0.000  0.00  0.00           C+0
HETATM   40  C   UNK     0      -0.333   3.192   0.000  0.00  0.00           C+0
CONECT    1    2                                                            
CONECT    2    1    3                                                       
CONECT    3    2    4    9                                                  
CONECT    4    3    5   27                                                  
CONECT    5    4    6    7                                                  
CONECT    6    5                                                            
CONECT    7    5    8   25                                                  
CONECT    8    7    9   11                                                  
CONECT    9    8    3   10                                                  
CONECT   10    9                                                            
CONECT   11    8   12   19                                                  
CONECT   12   11   13                                                       
CONECT   13   12   14   20                                                  
CONECT   14   13   15   19                                                  
CONECT   15   14   16                                                       
CONECT   16   15   17                                                       
CONECT   17   16   18                                                       
CONECT   18   17   19                                                       
CONECT   19   18   11   14                                                  
CONECT   20   13   21   22   23                                             
CONECT   21   20                                                            
CONECT   22   20                                                            
CONECT   23   20   24                                                       
CONECT   24   23                                                            
CONECT   25    7   26                                                       
CONECT   26   25                                                            
CONECT   27    4   28   35                                                  
CONECT   28   27   29                                                       
CONECT   29   28   30   36                                                  
CONECT   30   29   31   35                                                  
CONECT   31   30   32                                                       
CONECT   32   31   33                                                       
CONECT   33   32   34                                                       
CONECT   34   33   35                                                       
CONECT   35   34   27   30                                                  
CONECT   36   29   37   38   39                                             
CONECT   37   36                                                            
CONECT   38   36                                                            
CONECT   39   36   40                                                       
CONECT   40   39                                                            
MASTER        0    0    0    0    0    0    0    0   40    0   88    0
END

View in JSmol

Synonyms

Value	Source
2,5-Bis[1-(1,1-dimethylallyl)-1H-indol-3-yl]-3,6-dimethoxy-1,4-benzoquinone	ChEBI

Chemical Formula

C₃₄H₃₄N₂O₄

Average Mass

534.6560 Da

Monoisotopic Mass

534.25186 Da

IUPAC Name

2,5-dimethoxy-3,6-bis[1-(2-methylbut-3-en-2-yl)-1H-indol-3-yl]cyclohexa-2,5-diene-1,4-dione

Traditional Name

asterriquinone dimethyl ether

CAS Registry Number

Not Available

SMILES

COC1=C(C2=CN(C3=CC=CC=C23)C(C)(C)C=C)C(=O)C(OC)=C(C2=CN(C3=CC=CC=C23)C(C)(C)C=C)C1=O

InChI Identifier

InChI=1S/C34H34N2O4/c1-9-33(3,4)35-19-23(21-15-11-13-17-25(21)35)27-29(37)32(40-8)28(30(38)31(27)39-7)24-20-36(34(5,6)10-2)26-18-14-12-16-22(24)26/h9-20H,1-2H2,3-8H3

InChI Key

XXFUEPJMSRNLDG-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Not Available

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as n-alkylindoles. N-alkylindoles are compounds containing an indole moiety that carries an alkyl chain at the 1-position.

Kingdom

Organic compounds

Super Class

Organoheterocyclic compounds

Class

Indoles and derivatives

Sub Class

N-alkylindoles

Direct Parent

N-alkylindoles

Alternative Parents

Substituents

N-alkylindole
Indole
P-benzoquinone
Quinone
Benzenoid
Substituted pyrrole
Pyrrole
Heteroaromatic compound
Vinylogous ester
Ketone
Cyclic ketone
Azacycle
Carbonyl group
Hydrocarbon derivative
Organic oxide
Organopnictogen compound
Organooxygen compound
Organonitrogen compound
Organic oxygen compound
Organic nitrogen compound
Aromatic heteropolycyclic compound

Molecular Framework

Aromatic heteropolycyclic compounds

External Descriptors

asterriquinones (CHEBI:51883 )

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	6.08	ALOGPS
logP	7.05	ChemAxon
logS	-5.2	ALOGPS
pKa (Strongest Basic)	-4.7	ChemAxon
Physiological Charge	0	ChemAxon
Hydrogen Acceptor Count	4	ChemAxon
Hydrogen Donor Count	0	ChemAxon
Polar Surface Area	62.46 Å²	ChemAxon
Rotatable Bond Count	8	ChemAxon
Refractivity	161.78 m³·mol⁻¹	ChemAxon
Polarizability	60.25 Å³	ChemAxon
Number of Rings	5	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	Yes	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

Not Available

PDB ID

Not Available

ChEBI ID

51883

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for asterriquinone dimethyl ether (NP0172056)

MOL for NP0172056 (asterriquinone dimethyl ether)

3D MOL for NP0172056 (asterriquinone dimethyl ether)

3D SDF for NP0172056 (asterriquinone dimethyl ether)

3D-SDF for NP0172056 (asterriquinone dimethyl ether)

PDB for NP0172056 (asterriquinone dimethyl ether)

3D PDB for NP0172056 (asterriquinone dimethyl ether)

SMILES for NP0172056 (asterriquinone dimethyl ether)

INCHI for NP0172056 (asterriquinone dimethyl ether)

Structure for NP0172056 (asterriquinone dimethyl ether)

3D Structure for NP0172056 (asterriquinone dimethyl ether)